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Flights from Havana to Chicago
There are no direct flights from Havana to Chicago. The easiest way is one stop via Miami or Tampa, about 5h 23m door to door.
No direct flights · 3 connection options From 5h 12m
Havana to Chicago at a glance
Fastest journey5h 12mEstimated
Nonstop flightsNoneConnect via Miami or Tampa
Best ways to fly from Havana to Chicago
Ranked by how easy the connection is: one airline or alliance first (bags and connection protected), then the quickest self-transfer options.
1Search
HAV Miami (MIA) CHI
Leg 1: American Airlines, Delta Air Lines, World Atlantic Airlines · Leg 2: American Airlines, Frontier Airlines, United Airlines
3Search
HAV Cancun (CUN) CHI
Leg 1: Viva · Leg 2: American Airlines, Frontier Airlines, United Airlines
Connections are computed from flights actually flown over the last 8 weeks, with at least 45 minutes to change on one airline and 2 hours on separate tickets. Times are local. The search shows live itineraries and exact times.
Good to know
- Distance
- 2,143 km1,331 miles
- Journey time
- 5h 12mestimate
- Time difference
- -1hChicago vs Havana
- Currency in Chicago
- USD
- Airports
- HAV → ORD, MDW, RFD
Flights from Havana to Chicago: questions answered
Are there direct flights from Havana to Chicago?
No. There is no nonstop service, so you will connect, most easily in Miami, Tampa and Cancun. Some connections are on one airline or alliance, so your bags and connection are protected on a single ticket.
How long is the flight from Havana to Chicago?
With one connection the journey usually takes around 5h 12m, depending on the layover. The straight-line distance is 2,143 km.
Where do you change planes between Havana and Chicago?
The best connecting points are Miami (MIA), Tampa (TPA) and Cancun (CUN). American Airlines flies both legs via Miami, so you can book it as one ticket.
Which airports serve Havana and Chicago?
Havana: José Martí International Airport (HAV). Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD).
What is the time difference between Havana and Chicago?
Chicago is 1 hour behind Havana.





